1962
DOI: 10.1021/jo01050a055
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Identification of Stigmasteryl D-Glucoside in Aged Burley Tobacco

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1963
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Cited by 16 publications
(13 citation statements)
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“…These cis-olefinic protons showed HMQC interactions with carbons at d 129.9 (C-12, C-13). The cis nature of isolated double bond was evident from the same chemical shift of H-12/H-13 and by the upfield 13 C-NMR shifts of C-11 and C-14 between d 26.5-27.1, due to cis shielding. 29) The position of the isolated double bond at C-12/C-13 was determined by EI-MS and HR-EI-MS and confirmed by the reaction of 1 with OsO 4 and product analysis which yielded hexanal as identified in the reaction mixture by GC and GC/MS analysis 7,23) The mass 7,30) yielded (4-methylpentyl)amine, as found by GC (co-injection of authentic samples of similarly branched amines).…”
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confidence: 93%
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“…These cis-olefinic protons showed HMQC interactions with carbons at d 129.9 (C-12, C-13). The cis nature of isolated double bond was evident from the same chemical shift of H-12/H-13 and by the upfield 13 C-NMR shifts of C-11 and C-14 between d 26.5-27.1, due to cis shielding. 29) The position of the isolated double bond at C-12/C-13 was determined by EI-MS and HR-EI-MS and confirmed by the reaction of 1 with OsO 4 and product analysis which yielded hexanal as identified in the reaction mixture by GC and GC/MS analysis 7,23) The mass 7,30) yielded (4-methylpentyl)amine, as found by GC (co-injection of authentic samples of similarly branched amines).…”
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confidence: 93%
“…[1][2][3][4][5] In search of plant-based potent insecticides, [6][7][8][9][10] current investigations on the petroleum ether extract of the dried whole fruits of P. nigrum have resulted in the isolation of two new, seven hitherto unreported from this plant and eleven known compounds. Compounds isolated from petroleum ether extract included stigmastanol (3), 11) bsitosterol (4) 12) stigmasterol (5), 12) stigmastanol 3-O-b-D-glucopyranoside (6), 11,13) b-sitosterol 3-O-b-D-glucopyranoside (7), [13][14][15][16] [(2E,4E)-octadienoyl]-N-isobutylamide (8), 17) sarmentine (9), 18) [(2E,4E)-dodecadienoyl]-N-isobutylamide (10), 19) [(2E,4E)-dodecadienoyl]pyrrolidine (11) [4], hexadecanoic ethyl ester (12), 20) octadecanoic acid (13), 21) pellitorine (14) [18], hexadecanoylpyrrolidine (15), 22) [(2E)-octadecanoyl]pyrrolidine (16), 22) 1-[(2E,4E,12Z)-octadecatrienoyl]-N-isobutylamide (17), 23) piptaline (18), 24) 1-[7-(3,4-methylenedioxyphenyl)-(2E,4E)-heptadienoyl]-N-isobutylamide (19), 25) 1-(3,4-methylenedioxyphenyl)-(1E)-tetradecene (20), 18) using different chromatographic techniques. The toxicities of 8-11, 14-17 and 19 were determined against fourth instar larvae of Aedes aegypti by WHO method 26) and were found ...…”
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confidence: 99%
“…IR spectra were recorded on a Perkin-Elmer 727B spectrometer in KBr disks. NMR spectra were recorded on a Bruker instrument equipped with a 5 mm 1 H and 13 C probe operating at 300 and 75 MHz respectively with TMS as internal standard. Extraction and Isolation Air-dried and powdered stem bark of A. monticola (3.1 kg) was extracted at room temperature with methanol (10 l) and concentrated to dryness to afford a viscous residue (190 g).…”
Section: Methodsmentioning
confidence: 99%
“…7) In the present paper, we report the isolation and characterization of seven compounds isolated from the MeOH extract of this plant, including a new triprenylated xanthenedione, designated allanxanthone C (1), together with the known compounds norcowanin (2), 8) mangostin (3), 9) tovophyllin A (5), 10) garciniafuran (6), 11) rubraxanthone (7) 12) and stigmasterol-3-O-b-D-glucopyranoside (4). 13) The structure of known compounds were identified from their spectral data and confirmed by comparison with those published in the literature. We also report on the antiplasmodial, cytotoxic and antimicrobial activities of the methanol extract and some isolated compounds.…”
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confidence: 90%
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